SUMMARY

What can more than 3,000 marriage proposals teach you about love, trust, and creating a moment someone will remember for the rest of their life?

Ash Fox never planned to become a marriage proposal expert.

She was a fine artist and photographer in New York City when a client asked her to photograph his proposal in Central Park. Then another request came. And another. Before long, Ash realized she wasn't simply documenting proposals—people needed help creating them.

Fifteen years later, Ash Fox Proposals has helped more than 3,000 couples plan and capture one of the biggest moments of their lives.

In this episode of Deals with Heels, Ash joins Debra Bowers to share what happens behind the scenes of a great proposal, the mistakes people make when they try too hard to create the perfect moment, and why knowing the person you're proposing to matters more than making the experience bigger or more elaborate.

Ash also shares what she's learned from working primarily with men during an unusually vulnerable moment, why she now insists on working directly with the person proposing rather than letting well-meaning family members take over, and what happened when the proposal planner herself finally got engaged.

It's a fun and revealing look inside a business most people don't even realize exists—and a reminder that the most memorable experiences aren't necessarily the biggest. They're the ones that feel like they were created for you.

KEY TOPICS / MAIN IDEAS

- How Ash Fox accidentally became a marriage proposal planner

- How Instagram helped create demand for proposal photography

- What Ash learned after more than 3,000 proposals

- Why bigger and more elaborate doesn't always mean more meaningful

- Why the best proposals reflect the person receiving them

- What happens when family members become too involved in the planning

- Why Ash works directly with the person proposing

- What men reveal when they're preparing for a major commitment

- Why most modern proposals aren't really about whether the answer will be yes

- How ritual and romance create meaning even when couples have already discussed marriage

- What happened when a professional proposal planner got proposed to

- Why knowing your partner is the most important part of planning the moment

- How Ash turned an unexpected opportunity into a highly specialized business

RESOURCES

Connect with Ash

Website:
https://ashfoxproposals.com/

Instagram:
https://www.instagram.com/ashfoxproposals/

TikTok:
https://www.tiktok.com/@ashfoxproposals

Ash also hosts The Proposal Podcast and offers one-on-one proposal planning sessions for people who want help developing their proposal idea, whether or not Ash's team ultimately executes the event.

Connect with Debra

LinkedIn:
https://www.linkedin.com/in/debra-bowers/

The Growth Vanguard:
https://thegrowthvanguard.com/

5 Signs Your Growth Is Breaking:
https://5signs.thegrowthvanguard.com/

Human Sales Playbook:
https://thegrowthvanguard.com/free-ebook

Hexagon Media:
https://hexagonmedia.net/

Stay Connected with Deals with Heels

🎧 Follow Deals with Heels on your favorite podcast platform.

💬 Connect with Debra on LinkedIn and join the conversation.

⭐ Leave a rating or review to help more people discover the show.

Until next time, stand strong in your power—especially when it gets uncomfortable.